Fluorinated Conjugated Polymer Synthesis for Organic Solar Cells

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Solution Overview

Problem

Organic photovoltaic cells have low quantum yield and conversion efficiency due to the second-order nature of their intrinsic photoconductive process, requiring a trade-off between thick, resistive cells with multiple interfaces and thin, low-optical-absorption cells.

Innovation Solution

A process involving the synthesis of multi-component benzo[1,2-B:4,5-B]dithiophene-difluorothienothiophene polymers, including steps like dissolving 3-fluoro-4,6-dihydrothieno[3,4-b]thiophene, oxidation, bromination, and polymerization, to produce conjugated polymers with improved charge transport capabilities.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If the cell is made thick to increase optical absorption, then light absorption efficiency is improved, but electrical resistance increases and quantum yield decreases

Engineering Contradiction:
Improveoptical absorption efficiencyVSAvoidquantum yield
Core Design Contradiction:
Use of energy by moving objectVSReliability

Solution Approach 1:

The patent changes the chemical composition and molecular structure parameters of the photovoltaic materials by incorporating difluorothienothiophene units with specific electron-withdrawing characteristics, altering the electronic properties to improve charge separation efficiency without requiring increased thickness

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses composite polymer structures combining electron-donating and electron-withdrawing units in a donor-acceptor configuration, creating a material system that enhances intrinsic charge generation efficiency to overcome the thickness-resistance trade-off

Inventive Principle:
Principle #40Composite materials

2Reliability

If multiple interfaces are added to reduce resistance in thick cells, then charge transport is improved, but device complexity increases

Engineering Contradiction:
Improvecharge transport efficiencyVSAvoidnumber of interfaces
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent modifies the molecular parameters of the active layer materials to achieve better charge transport properties intrinsically, eliminating the need for additional interface layers and maintaining device simplicity

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conjugated polymers with delocalized π bonds are used to achieve semiconducting properties, then electronic properties are improved, but manufacturing complexity increases

Engineering Contradiction:
Improvesemiconducting propertiesVSAvoidpolymer synthesis complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The invention changes the chemical parameters by introducing fluorinated units into the polymer backbone, achieving desired electronic properties through controlled chemical modification that maintains compatibility with existing polymerization processes

Inventive Principle:
Principle #35Parameter changes

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The resulting polymers exhibit enhanced solar conversion efficiency, with elevated open circuit voltage and higher short circuit current, making them suitable for improved photovoltaic devices.

Implementation Method 1

Solar energy using photovoltaic effect requires active semiconducting materials to convert light into electricity

Methodology Applied
Scientific EffectPhotovoltaic effect: Photovoltaic Effect

Implementation Method 2

carrier generation requires exciton generation, diffusion and ionization

Methodology Applied
Scientific EffectPhoton absorption: Absorption (EM radiation)

Data Source

PatentUS9527963B2Process of producing and applications of a multi-component benzo[1,2-B:4,5-B] difluorothienothiophene randomly substituted polymers for organic solar cells
Publication Date: 2016.12.27 PHILLIPS 66 CO
  • US9527963B2 patent drawing
  • US9527963B2 patent drawing
  • US9527963B2 patent drawing

AI summary

A process of dissolving 3-fluoro-4,6-dihydrothieno[3,4-b]thiophene in a solvent to create a solution. An initiator is then added to the solution to produce an initiated solution followed by adding a fluorinated chemical to the initiated solution to produce 2,3-difluoro-4,6-dihydrothieno[3,4-b]thiophene. 2,3-difluoro-4,6-dihydrothieno[3,4-b]thiophene is then oxidized with an oxidant to produce 2,3-difluorothieno[3,4-b]thiophene. A brominating step then occurs to the 2,3-difluorothieno[3,4-b]thiophene to produce 4,6-dibromo-2,3-difluorothieno[2,3-c]thiophene 4,6-dibromo-2,3-difluorothieno[2,3-c]thiophene is then debrominated and polymerized toThe stoichiometric ratio of (f+g)≈h and f, g and h are not equal to 0. Additionally, in this embodiment R1, R2, R3 and R4 are independently selected from the group consisting of alkyl group, alkoxy group, aryl groups and combinations thereof and where the combination of R1, R2, R3 and R4 are not all identical.